HUP0203746A2 - Novel composition and method for stabilizing the same - Google Patents

Novel composition and method for stabilizing the same

Info

Publication number
HUP0203746A2
HUP0203746A2 HU0203746A HUP0203746A HUP0203746A2 HU P0203746 A2 HUP0203746 A2 HU P0203746A2 HU 0203746 A HU0203746 A HU 0203746A HU P0203746 A HUP0203746 A HU P0203746A HU P0203746 A2 HUP0203746 A2 HU P0203746A2
Authority
HU
Hungary
Prior art keywords
group
carbon
atom
represent
lower alkyl
Prior art date
Application number
HU0203746A
Other languages
Hungarian (hu)
Inventor
Tsuyoshi Habe
Ryuji Ueno
Original Assignee
Sucampo Ag
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=22573018&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=HUP0203746(A2) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Sucampo Ag filed Critical Sucampo Ag
Publication of HUP0203746A2 publication Critical patent/HUP0203746A2/en
Publication of HUP0203746A3 publication Critical patent/HUP0203746A3/en
Publication of HU229547B1 publication Critical patent/HU229547B1/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D311/00Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/94Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems condensed with rings other than six-membered or with ring systems containing such rings
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00Medicinal preparations characterised by special physical form
    • A61K9/48Preparations in capsules, e.g. of gelatin, of chocolate
    • A61K9/4841Filling excipients; Inactive ingredients
    • A61K9/4858Organic compounds
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/335Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
    • A61K31/35Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom
    • A61K31/351Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom not condensed with another ring
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00Medicinal preparations characterised by special physical form
    • A61K9/0012Galenical forms characterised by the site of application
    • A61K9/0048Eye, e.g. artificial tears
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00Drugs for disorders of the respiratory system
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00Drugs for disorders of the respiratory system
    • A61P11/08Bronchodilators
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P27/00Drugs for disorders of the senses
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P27/00Drugs for disorders of the senses
    • A61P27/02Ophthalmic agents
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/66Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
    • C07C69/73Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of unsaturated acids
    • C07C69/738Esters of keto-carboxylic acids or aldehydo-carboxylic acids
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D221/00Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00
    • C07D221/02Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00 condensed with carbocyclic rings or ring systems
    • C07D221/04Ortho- or peri-condensed ring systems
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D333/00Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/50Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
    • C07D333/78Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems condensed with rings other than six-membered or with ring systems containing such rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D335/00Heterocyclic compounds containing six-membered rings having one sulfur atom as the only ring hetero atom
    • C07D335/04Heterocyclic compounds containing six-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems

Abstract

A találmány olyan új kompozícióra vonatkozik, amely egy új biciklusosvegyületet és egy gliceridet tartalmaz. A találmány tárgya továbbáeljárás a biciklusos vegyület stabilizálására, amelynek lényege az,hogy a biciklusos vegyületet egy gliceriddel keverik össze. Atalálmány továbbá az új biciklusos vegyületekre vonatkozik, amelyek(I) általános képletében A jelentése -CH2OH, -COCH2OH vagy -COOHcsoport vagy ezek valamelyikének funkcionális származéka; X1 és X2hidrogénatomot, halogénatomot vagy rövid szénláncú alkilcsoportotjelentenek; V1 és V2 szénatomot vagy oxigénatomot jelentenek; továbbáW1 és W2 (III), (IV) vagy (V) képletű csoportot jelentenek, és az elsőkettőben R4 és R5 egymástól függetlenül hidrogénatomot, halogénatomot,hidroxilcsoportot, rövid szénláncú alkilcsoportot, rövid szénláncúalkoxicsoportot vagy hidroxi(rövid szénláncú)alkilcsoportot jelent,azzal a megkötéssel, hogy R4 és R5 egyidejű jelentésehidroxilcsoporttól vagy rövid szénláncú alkoxicsoporttól eltérő; Zjelentése szén-, oxigén-, kén- vagy nitrogénatom; R1 jelentésetelített vagy telítetlen, kétértékű rövid vagy közepes szénláncúalifás szénhidrogén-maradék, amely adott esetben szubsztituálva van;R2 jelentése telített vagy telítetlen, rövid vagy közepes szénláncúalifás szénhidrogén-maradék, amely adott esetben szubsztituálva van;vagy továbbá R2 jelentése rövid szénláncú cikloalkilcsoport, rövidszénláncú cikloalkoxicsoport, arilcsoport, ariloxicsoport,heterociklusos csoport vagy heterociklusos oxicsoport; és R3 jelentésehidrogénatom, rövid szénláncú alkilcsoport, rövid szénláncúcikloalkilcsoport, arilcsoport vagy heterociklusos csoport. ÓThe invention relates to a new composition comprising a new bicyclic compound and a glyceride. The subject of the invention is also a method for stabilizing the bicyclic compound, the essence of which is that the bicyclic compound is mixed with a glyceride. The invention also relates to new bicyclic compounds, in the general formula (I) of which A is -CH2OH, -COCH2OH or -COOH group or a functional derivative of one of them; X1 and X2 represent a hydrogen atom, a halogen atom or a lower alkyl group; V1 and V2 represent a carbon atom or an oxygen atom; furthermore, W1 and W2 represent a group of the formula (III), (IV) or (V), and in the first two R4 and R5 independently represent a hydrogen atom, a halogen atom, a hydroxyl group, a lower alkyl group, a lower alkyl group or a hydroxy (lower) alkyl group, with the restriction , that R 4 and R 5 at the same time mean other than a hydroxyl group or a lower alkoxy group; Z means a carbon, oxygen, sulfur or nitrogen atom; R1 is a saturated or unsaturated, divalent, short- or medium-chain aliphatic hydrocarbon residue, which is optionally substituted; R2 is a saturated or unsaturated, short- or medium-carbon chain aliphatic hydrocarbon residue, which is optionally substituted; or, furthermore, R2 is a lower-carbon cycloalkyl group, a lower-carbon cycloalkyl group , aryl group, aryloxy group, heterocyclic group or heterocyclic oxy group; and R 3 is hydrogen, lower alkyl, lower cycloalkyl, aryl or heterocyclic. HE

HU0203746A 1999-10-15 2000-10-13 Novel composition and method for stabilizing the same HU229547B1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US15954999P 1999-10-15 1999-10-15
PCT/JP2000/007109 WO2001027099A2 (en) 1999-10-15 2000-10-13 Bicyclic compounds composition and method for stabilizing the same

Publications (3)

Publication Number Publication Date
HUP0203746A2 true HUP0203746A2 (en) 2003-03-28
HUP0203746A3 HUP0203746A3 (en) 2005-02-28
HU229547B1 HU229547B1 (en) 2014-01-28

Family

ID=22573018

Family Applications (2)

Application Number Title Priority Date Filing Date
HU1300369A HU230484B1 (en) 1999-10-15 2000-10-13 Novel composition containing a bi-cyclic compound and a glyceride
HU0203746A HU229547B1 (en) 1999-10-15 2000-10-13 Novel composition and method for stabilizing the same

Family Applications Before (1)

Application Number Title Priority Date Filing Date
HU1300369A HU230484B1 (en) 1999-10-15 2000-10-13 Novel composition containing a bi-cyclic compound and a glyceride

Country Status (26)

Country Link
US (5) US6583174B1 (en)
EP (2) EP1426361B2 (en)
JP (2) JP4332316B2 (en)
KR (1) KR100830061B1 (en)
CN (1) CN1268623C (en)
AR (3) AR026046A1 (en)
AT (2) ATE267189T1 (en)
AU (2) AU780342B2 (en)
BR (1) BRPI0014869B8 (en)
CA (1) CA2385732C (en)
CZ (1) CZ303625B6 (en)
DE (2) DE60039727D1 (en)
DK (2) DK1426361T4 (en)
ES (2) ES2309410T5 (en)
HK (2) HK1066792A1 (en)
HU (2) HU230484B1 (en)
IL (2) IL148803A0 (en)
MX (1) MXPA02003756A (en)
NO (1) NO330258B1 (en)
NZ (1) NZ518020A (en)
PT (2) PT1426361E (en)
RU (1) RU2695274C3 (en)
TR (1) TR200201032T2 (en)
TW (1) TWI281918B (en)
WO (1) WO2001027099A2 (en)
ZA (1) ZA200202312B (en)

Families Citing this family (30)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA2385732C (en) * 1999-10-15 2009-02-10 Sucampo Ag Bicyclic compounds composition and method for stabilizing the same
US6414016B1 (en) * 2000-09-05 2002-07-02 Sucampo, A.G. Anti-constipation composition
TWI331920B (en) * 2001-11-14 2010-10-21 Sucampo Ag Unit dosage form for relieving or treating constipation in human patients
FR2842810B1 (en) * 2002-07-25 2006-01-27 Inst Nat Sciences Appliq NOVEL DIFLUORATED GEM COMPOUNDS, PROCESSES FOR PREPARING THEM AND THEIR APPLICATIONS
US8114911B2 (en) * 2002-10-23 2012-02-14 Sucampo Ag Prostaglandin compounds for the treatment of obesity
WO2004060377A1 (en) * 2002-12-27 2004-07-22 Sucampo Ag Derivatives of prostaglandins for treating abdominal discomfort
US8337891B2 (en) * 2003-07-03 2012-12-25 Sucampo Ag Enteric coated composition comprising prostaglandin analogs as chloride channel opener
TWI495471B (en) * 2003-08-12 2015-08-11 R Tech Ueno Ltd Composition and method for promoting hair growth
TWI387454B (en) 2004-09-02 2013-03-01 Sucampo Ag Method and composition for treating gastrointestinal disorder
PL1871380T3 (en) * 2005-04-12 2012-03-30 Sucampo Ag Combined use of prostaglandin compound and proton pump inhibitor for the treatment of gastrointestinal disorders
DK1978944T3 (en) 2006-01-24 2012-11-05 Sucampo Ag SOFT GELATIN-CAPSULE FORMULATION
KR20140147142A (en) * 2006-01-24 2014-12-29 가부시키가이샤 아루떼꾸 우에노 Pharmaceutical composition comprising a bi-cyclic compound and method for stabilizing the bi-cyclic compound
EP1981867B1 (en) * 2006-02-07 2017-06-14 R-Tech Ueno, Ltd. Method for preparing prostaglandin derivative
US20090012165A1 (en) 2007-07-03 2009-01-08 Sucampo Ag Pharmaceutical combination of nsaid and prostaglandin compound
US20090030072A1 (en) 2007-07-03 2009-01-29 Sucampo Ag Pharmaceutical combination of opioid and prostaglandin compound
KR101485212B1 (en) * 2007-07-19 2015-01-22 가부시키가이샤 아루떼꾸 우에노 Pharmaceutical composition comprising 11-deoxy-prostaglandin compound and method for stabilizing the compound
US20090082442A1 (en) * 2007-09-26 2009-03-26 Protia, Llc Deuterium-enriched lubiprostone
CN101318948B (en) 2008-04-01 2011-04-27 上海天伟生物制药有限公司 Lubiprostone1 crystal, preparation method and uses thereof
US8569279B2 (en) * 2009-05-27 2013-10-29 Sucampo Ag Method for modulating claudin mediated functions
US20110034424A1 (en) * 2009-06-30 2011-02-10 Sucampo Ag Method for the long term nsaid use
DK2653468T3 (en) 2009-07-28 2016-06-06 Ono Pharmaceutical Co Bicyclic compound AND USE THEREOF FOR MEDICAL PURPOSES
TW201118084A (en) * 2009-09-18 2011-06-01 Adolor Corp The use of an opioid receptor antagonist for the treatment or prevention of gastrointestinal tract disorders
US8940790B2 (en) 2009-11-03 2015-01-27 Bernard Charles Sherman Stable pharmaceutical formulations comprising lubiprostone
EP2669280B1 (en) 2011-01-27 2016-04-27 ONO Pharmaceutical Co., Ltd. Bicyclic compound and use thereof for medical purposes
EP2669279B1 (en) 2011-01-27 2017-01-11 ONO Pharmaceutical Co., Ltd. Bicyclic compound and use thereof for medical purposes
WO2014159679A1 (en) 2013-03-12 2014-10-02 The United States Of America, As Represented By The Secretary, Department Of Health & Human Services Methods for using lubiprostone to absorb fluid from the subretinal space
US10736871B2 (en) 2015-04-01 2020-08-11 Cedars-Sinai Medical Center Anti-methanogenic lovastatin analogs or derivatives and uses thereof
JP6954282B2 (en) 2016-06-30 2021-10-27 小野薬品工業株式会社 Method for producing bicyclic compound
US11534404B2 (en) 2016-10-06 2022-12-27 Sucampo Ag Multilayer beads for pharmaceutical use
JPWO2019221215A1 (en) * 2018-05-18 2021-05-27 ニプロ株式会社 Lubiprostone-containing particulate pharmaceutical composition

Family Cites Families (46)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US18202A (en) * 1857-09-15 Improvement in feathering paddle-wheels
JPS5720305B2 (en) 1973-02-28 1982-04-27
US4034003A (en) 1974-04-11 1977-07-05 Ono Pharmaceutical Co., Ltd. 15-Cycloalkyl-prostaglandins
US3966962A (en) * 1975-03-27 1976-06-29 The Upjohn Company Triacetin solutions of PGE-type compounds
JPS5350141A (en) * 1976-10-18 1978-05-08 Ono Pharmaceut Co Ltd Stabilization of prostaglandin and prostaglandin analogues
JPS5919524B2 (en) 1976-12-17 1984-05-07 中外製薬株式会社 Stable 1α-hydroxyvitamin D-containing preparation
JPS5391110A (en) 1977-01-20 1978-08-10 Yamanouchi Pharmaceut Co Ltd Novel drug composition for rectal infusion
CA1184906A (en) * 1977-04-19 1985-04-02 Roy A. Johnson 9-deoxy-5,9-epoxy-prostaglandins
JPS6022708B2 (en) 1977-07-14 1985-06-03 小野薬品工業株式会社 Prostaglandin-like compounds
JPS5452717A (en) * 1977-09-29 1979-04-25 Chugai Pharmaceut Co Ltd Stable oily pharmaceuticals containing 1alpha-hydroxyvitamin d
US4130566A (en) * 1977-10-27 1978-12-19 Sumitomo Chemical Company, Limited Process for producing 5-carboxy-2-acetylthiophene
AT358530B (en) 1978-04-25 1980-09-10 Plc Pharma Licences STABILIZATION PROCEDURE
JPS55136219A (en) 1979-04-11 1980-10-23 Sumitomo Chem Co Ltd Diazepam oily drug
US4670569A (en) 1981-04-02 1987-06-02 G. D. Searle & Co. 5-fluoro-PGI2 compounds
JPS59137413A (en) * 1983-01-25 1984-08-07 Teijin Ltd Pharmaceutical composition containing 7- thiaprostaglandin e1 compound
US4687864A (en) 1983-12-23 1987-08-18 G. D. Searle & Co. 5-fluoro-3-oxa-prostacyclin compounds
US4579958A (en) 1983-12-23 1986-04-01 G. D. Searle & Co. 5-fluoro-3-oxa-6,7-didehydro-PGI1 compounds
US5166174A (en) 1987-01-28 1992-11-24 K.K. Ueno Seiyaku Oyo Kenkyujo Prostaglandins E and anti-ulcers containing same
US5380709A (en) 1987-01-28 1995-01-10 K.K. Ueno Seiyaku Oyo Kenkyujo Prostaglandins E and anti ulcers containing same
US5225439A (en) 1987-01-28 1993-07-06 K.K. Ueno Seiyaku Oyo Kenkyujo Prostaglandins E and anti ulcers containing same
US4758880A (en) 1987-03-27 1988-07-19 The Grass Valley Group, Inc. Video matte generator
DE3851152T2 (en) 1987-09-03 1995-01-26 Univ Georgia Res Found CYCLOSPORINE EYE PRODUCTS.
US5317032A (en) * 1987-10-02 1994-05-31 Kabushiki Kaisha Ueno Seiyaku Oyo Kenkyujo Prostaglandin cathartic
DE3873007T2 (en) 1987-10-02 1992-12-03 Ueno Seiyaku Oyo Kenkyujo Kk KATHARTICA.
JP2597649B2 (en) 1988-05-11 1997-04-09 株式会社上野製薬応用研究所 Trachea / bronchodilator
DE68904358T2 (en) * 1988-06-17 1993-07-29 Wellcome Found PROSTAGLANDINALOG FOR USE IN MEDICINE.
JP2579193B2 (en) 1988-07-19 1997-02-05 小野薬品工業株式会社 16,16-difluoro-15-oxo-15-deoxy PGE derivative
JPH0745504B2 (en) * 1988-07-29 1995-05-17 株式会社上野製薬応用研究所 Prostaglandin precursor and process for producing the same
JP2794433B2 (en) 1989-02-02 1998-09-03 丸善製薬株式会社 Licorice hydrophobic flavonoid preparation
CA2030346C (en) 1989-11-22 2000-04-11 Ryuji Ueno Treatment of cardiac dysfunction with 15-keto-prostaglandin compounds
CA2030344C (en) * 1989-11-22 2000-04-18 Ryuji Ueno Treatment of pulmonary dysfunction with 15-keto-prostaglandin compounds
US5254588A (en) * 1989-11-22 1993-10-19 Kabushikikaisha Ueno Seiyaku Oyo Kenkyujo Treatment of pulmonary dysfunction with 15-ketoprostaglandin compounds
CA2030345C (en) * 1989-11-22 1998-12-08 Ryuji Ueno Use of 15-keto-prostaglandin compound for improvement of encephalic function
US5256696A (en) * 1989-11-22 1993-10-26 Kabushikikaisha Ueno Seiyaku Oyo Kenkyujo Treatment of cardiac dysfunction with 15-ketoprostaglandin compounds
CA2041417C (en) 1990-05-01 2002-05-21 Ryuji Ueno Treatment of pancreatic disease with 15-keto-prostaglandin compounds
JPH0446122A (en) 1990-06-13 1992-02-17 Nippon Iyakuhin Kogyo Kk Active type vitamin d3s-containing pharmaceutical
CA2046069C (en) 1990-07-10 2002-04-09 Ryuji Ueno Treatment of inflammatory diseases with 15-keto-prostaglandin compounds
JP2938579B2 (en) 1990-12-15 1999-08-23 株式会社上野製薬応用研究所 GI wall protectant
US5274130A (en) * 1991-09-03 1993-12-28 R-Tech Ueno Ltd. Process for production of prostaglandin intermediates
JP2746800B2 (en) * 1991-09-03 1998-05-06 株式会社アールテック・ウエノ Preparation of prostaglandin intermediate
US5474979A (en) 1994-05-17 1995-12-12 Allergan, Inc. Nonirritating emulsions for sensitive tissue
CA2150287C (en) 1994-06-03 2004-08-10 Ryuji Ueno Agent for treating hepato-biliary diseases
US5981607A (en) 1998-01-20 1999-11-09 Allergan Emulsion eye drop for alleviation of dry eye related symptoms in dry eye patients and/or contact lens wearers
CA2385732C (en) * 1999-10-15 2009-02-10 Sucampo Ag Bicyclic compounds composition and method for stabilizing the same
US6414016B1 (en) 2000-09-05 2002-07-02 Sucampo, A.G. Anti-constipation composition
JP4210631B2 (en) 2004-06-24 2009-01-21 株式会社日立製作所 Brake control device

Also Published As

Publication number Publication date
KR100830061B1 (en) 2008-05-16
AU2004242503C1 (en) 2005-01-27
WO2001027099A3 (en) 2001-10-25
BR0014869A (en) 2002-06-25
ATE267189T1 (en) 2004-06-15
CZ20021037A3 (en) 2002-09-11
ZA200202312B (en) 2002-12-24
DE60010913T2 (en) 2005-06-09
CA2385732A1 (en) 2001-04-19
EP1220849A2 (en) 2002-07-10
ATE402925T2 (en) 2008-08-15
JP4332316B2 (en) 2009-09-16
US8088934B2 (en) 2012-01-03
WO2001027099A2 (en) 2001-04-19
HK1066792A1 (en) 2005-04-01
EP1220849B1 (en) 2004-05-19
CN1379769A (en) 2002-11-13
CN1268623C (en) 2006-08-09
HUP1300369A2 (en) 2003-03-28
IL148803A (en) 2006-07-05
EP1426361B1 (en) 2008-07-30
TR200201032T2 (en) 2002-08-21
AR026046A1 (en) 2002-12-26
US20080255227A1 (en) 2008-10-16
AR109354A2 (en) 2018-11-21
DK1220849T3 (en) 2004-09-27
KR20020068521A (en) 2002-08-27
CA2385732C (en) 2009-02-10
HU230484B1 (en) 2016-07-28
RU2695274C3 (en) 2020-11-09
EP1426361B2 (en) 2015-02-25
JP2009235079A (en) 2009-10-15
EP1426361A1 (en) 2004-06-09
US20040235885A1 (en) 2004-11-25
DK1426361T4 (en) 2015-03-16
HK1045693A1 (en) 2002-12-06
NO20021736L (en) 2002-04-12
AR089848A2 (en) 2014-09-24
US7417067B2 (en) 2008-08-26
US8097649B1 (en) 2012-01-17
RU2695274C9 (en) 2020-01-22
DE60039727D1 (en) 2008-09-11
AU2004242503A1 (en) 2005-01-27
PT1426361E (en) 2008-10-08
AU7685600A (en) 2001-04-23
HUP0203746A3 (en) 2005-02-28
US6583174B1 (en) 2003-06-24
AU2004242503B2 (en) 2007-06-21
NO330258B1 (en) 2011-03-14
ES2221859T3 (en) 2005-01-16
NZ518020A (en) 2004-02-27
BRPI0014869B8 (en) 2021-05-25
ES2309410T3 (en) 2008-12-16
HK1045693B (en) 2005-01-21
DK1426361T3 (en) 2008-11-17
HU229547B1 (en) 2014-01-28
ES2309410T5 (en) 2015-03-17
DE60010913D1 (en) 2004-06-24
IL148803A0 (en) 2002-09-12
AU780342B2 (en) 2005-03-17
PT1220849E (en) 2004-10-29
TWI281918B (en) 2007-06-01
RU2002112984A (en) 2004-01-20
BRPI0014869B1 (en) 2017-06-13
CZ303625B6 (en) 2013-01-16
NO20021736D0 (en) 2002-04-12
JP2003511445A (en) 2003-03-25
MXPA02003756A (en) 2005-09-08
US20120095090A1 (en) 2012-04-19
RU2695274C2 (en) 2019-07-22

Similar Documents

Publication Publication Date Title
HUP0203746A2 (en) Novel composition and method for stabilizing the same
HUP0102404A2 (en) N-acyl cyclic amine derivatives, process for producing them and pharmaceutical compositions containing them
PL348769A1 (en) 4-oxo-1,4-dihydro-3-quinolinecarboxamides as antiviral agents
CA2184919A1 (en) New Piperazine Derivatives and Methods for the Preparation Thereof and Compositions Containing the Same
UA41290C2 (en) Heteroarylamines, a pharmaceutical composition, a method for inhibition of choline esterase by mammals, a method for the improvement of memory
ES8700930A1 (en) Sulphonamides derived from 3-benzylidene-camphor and their application as UV filters
AU3464297A (en) Piperazine derivatives and process for the preparation thereof
DE3876813T2 (en) 3 (2H) PYRIDAZINONE, METHOD FOR THE PRODUCTION THEREOF AND ITS CONTAINER AGAINST SRS-A.
MY144529A (en) Additive mixtures
KR920009398A (en) Use of xanthine to prepare a medicament that is effective in suppressing the effects of two-factor graft reactions in humans
MX9706014A (en) Tricyclic dione derivatives.
DE69820481D1 (en) METHOD FOR PRODUCING CHOLECALCIFEROL DERIVATIVES AND INTERMEDIATE COMPOUNDS
DE60000978D1 (en) 22R-HYDROXYCHOLESTA-8,14-DIENE DERIVATIVES FOR INHIBITING MEIOSE
ATE261441T1 (en) ANALOGUES OF DISTAMYCIN CINNAMIC ACID DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS ANTI-TUMOR AGENTS
BR9813923A (en) N n - bis (sulfonyl) hydrazines useful as antineoplastic agents
DE59203777D1 (en) Aminomethylencyanessigsäureester und -amide.
ATE154359T1 (en) 2'-METHYLIDENEPYRIMIDINE NUCLEOSIDE COMPOUNDS, THEIR USE AND METHOD FOR THEIR PRODUCTION
AU3350195A (en) Bicyclic carboxamides as 5-HT-1A antagonists
WO1999065864A3 (en) Geminally substituted amines
DE60007848D1 (en) PREPARATION OF 2'-SUBSTITUTED RNS
HUP0202335A2 (en) Process for racemizing optically active vinylsubstituted cyclopropanecarboxylic acid compound
BG100704A (en) New piperazine derivatives and methods for their preparation as well as of the compounds containing them
CO4940468A1 (en) NEW DERIVATIVES OF NAFTILPIPERACINA
ATE49224T1 (en) METHOD OF STABILIZING ORGANOPOLYSILOXANES.
PH21576A (en) Novel n-nitroso compounds, compositions containing such compounds, and methods of treatment therewith

Legal Events

Date Code Title Description
MM4A Lapse of definitive patent protection due to non-payment of fees